Family-friendly holiday rentals in Oswestry

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Oswestry

Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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Top guest favourite
The cabin, nestled within a garden, features a welcoming entrance with a red mat. A small table and chairs are positioned outside, surrounded by potted plants and gravel. Inside, two single beds are visible through the open glass doors, inviting relaxation.
Hut in Canal Side
4.96 out of 5 average rating, 675 reviews

The Cabin in the garden

A private, simply furnished cabin at the bottom of our garden within the World Heritage Site. The cabin has two single beds. There is a shower room and separate toilet ten steps from the cabin . We are 100 metres from a great pub which serves real ales and excellent food. The space is very private with access to a small garden. We are a 5 minute walk from Thomas Telfords famous aqueduct. Offas Dyke path is at the bottom of our drive. We are close to Trevor Barns and Tyn Dwr Hall wedding venues

Top guest favourite
A charming Victorian cottage features a red brick facade, complemented by decorative woodwork at the eaves. A window framed by greenery is visible, along with vibrant red foliage from a nearby plant, adding a touch of color to the exterior.
Cottage in Whittington
4.87 out of 5 average rating, 334 reviews

Entire Village Cottage w/Garden & Free Parking

Cosy Victorian end-terrace cottage w/ small garden. Ideal for 2, sleeps 4. Village location by Whittington Castle ruin (which has Calendar of Events and menu), plus 2 Family pubs. Explore local scenery, historic sites, hiking, cycling. Flexi Check-in after 3pm. All Enquiries welcome. * Handy for North Wales * Free double parking Sorry no EV charging. NB: Shower/toilet is downstairs. Stairs unsuitable for toddlers/infirm Old cottage may have cosmetic flaws while gradually making improvements

Guest favourite
The open-plan lounge and dining area feature high vaulted ceilings with rustic oak beams. A long wooden dining table is accompanied by colorful chairs, while a blue sofa set invites relaxation. Large windows allow natural light to illuminate the contemporary decor and artwork on the walls.
Home in Oswestry
4.95 out of 5 average rating, 120 reviews

Contemporary Converted Church, Oswestry

The Church is a charming converted Victorian church situated in a peaceful setting in the friendly town of Oswestry. The three-bedroom property retains many beautiful features with vaulted ceiling and rustic oak beams. The contemporary decor in the lounge offers a cosy place to enjoy the spectacular country views, with custom made arched windows and an open plan kitchen. We have under-floor heating, a stone bath and Egyptian Cotton Bedding. Find us using What3Words:///market.orbit.dumplings

Superhost
A cozy lounge area features a green leather sofa and a plush rug. Natural light streams in through a large window, illuminating two wooden dining chairs positioned beside a small table. The kitchenette is visible in the background, enhancing the comfortable living space.
Apartment in Shropshire
4.8 out of 5 average rating, 296 reviews

Beautiful base to explore stunning surroundings.

A fantastic apartment set in the beautiful Shropshire countryside just off the A5 between Shrewsbury-Oswestry with excellent parking facilities to explore a wealth of fantastic walks, amazing Archaeology & stunning places to visit. Do visit Olivia's point. Excellent attractions in the heart of the countryside. A stunning base in a perfect location, for couples, work placements, Ramblers, Business travellers, stop overs and adventure motorcyclists etc. Check in 4pm - Check out 10am.

Top guest favourite
A spacious bedroom features a comfortable double bed with decorative pillows and a soft throw. A stylish chandelier hangs above. A small bedside table and clothing storage provide functionality. A cozy chair and a mirrored accent piece add to the inviting decor.
Apartment in Shropshire
4.93 out of 5 average rating, 168 reviews

Modern boutique apartment for 4 - Ellesmere

Visit |nstagram to see the walk through videos boutiquestaysellesmere Visit Tik Tok to see the walk through videos - @boutiquestaysellesmere Enjoy a stylish experience at this centrally-located apartment. Off the main road provides a quiet nights rest - perfect ! With private free parking what could be easier . Just a few minutes walk to the beautiful Meres - an award-winning Park with stunning lake, gardens and woodland walks. Relax over tea and cakes at the historic location

Top guest favourite
The outdoor courtyard features stone paths and landscaped gardens, with colorful flowers in bloom. The traditional stone barn is visible alongside a white building, framed by rolling green fields and trees under a clear blue sky.
Cottage in Oswestry
4.99 out of 5 average rating, 334 reviews

The Granary at Pentregaer Ucha, tennis & lake.

Charming one bedroom self catering holiday let in traditional stone barn. The Granary is one of four self catering units available at Pentregaer Ucha, alongside The Barn, The Nook and The Stables, all can be found listed separately on Airbnb making a perfect getaway for couples or groups. All our holiday lets offer everything you need for the perfect rural retreat and are decorated and maintained to the highest standards; an ideal base for exploring both Wales and Shropshire.

Top guest favourite
An exterior view of Oakwood Cabin is shown at dusk, highlighting its wooden façade softly illuminated by warm lights. A picnic table sits on the patio, surrounded by greenery, while large windows allow glimpses of the cozy interior. The setting is peaceful and inviting.
Cabin in Llansantffraid
4.97 out of 5 average rating, 143 reviews

Oakwood Cabin

Nestled in the Mid Wales countryside, Oakwood offers comfortable accommodation for the family wanting to spend time together . **Please note we only accept two adults and one/two children (under 18) no adult groups **. We have our own private stretch of river, ideal for fishing, paddle boarding and canoeing. Walks and cycling routes close by. Golf course within 4 miles. Local pubs, shops and restaurants within 1.5 miles. Ideal to use as a base to explore the local attractions.

Guest favourite
A hand-built treehouse is nestled among strong tree trunks, with large windows offering views of the surrounding greenery. A wooden staircase leads up to the entrance, which is framed by verdant leaves, enhancing the connection to nature.
Treehouse in Pant
4.87 out of 5 average rating, 360 reviews

Peaceful field with heated treehouse . Sleeps 4.

Hand-built treehouse (rustic!) in a beautiful, peaceful setting right on Offa's Dyke, a popular walk on the England/ Wales border. Sleeps 4 with a double bed and a comfy futon in the same room. Amazing waterfall 1/2 hour Lovely sunsets. Gas bbq and a gas hob. Solar power for phone charging etc. Basic compost toilet. Rustic shower. (no towels) Please bring your own drinking water, towels and firewood. Think of it as glorified camping....

Top guest favourite
Cabin in Selattyn
4.98 out of 5 average rating, 177 reviews

Hawthorn Cabin with Stunning Countryside Views

Tucked away in a peaceful woodland on a working sheep farm in beautiful Shropshire, our handcrafted en-suite cabin offers stunning valley and woodland views. It’s the perfect place to switch off and unwind — enjoy cosy nights by the log burner or step out onto the deck to stargaze in total tranquillity. Scenic walks begin right from your doorstep, and we’re lucky enough to have the famous Offa’s Dyke just a stone’s throw from the cabin.

Guest favourite
A modern kitchen features dark cabinetry and sleek appliances, complemented by a spacious dining area with a round table set for four. A vibrant vase filled with flowers adds a touch of color to the scene, while windows provide natural light.
Serviced apartment in Oswestry
4.95 out of 5 average rating, 132 reviews

Large luxury 1 bedroom suite in a beautiful garden

A uniquely located luxurious, spacious and peaceful apartment set within large garden grounds, yet only 5-10 minutes walk into Oswestry town centre. The apartment is well stocked with modern appliances and has lovely far reaching views over the Shropshire plain. Plenty of parking space is available and a separate laundry room is available to use on-site at no extra cost. Key code available for late check-ins.

Guest favourite
A rustic exterior view of a charming structure features a prominent arched wooden door emphasizing the historic character. The white brick wall complements the slate roof, while a small potted plant is positioned near the base of the door. Natural light softly illuminates the space.
Flat in Oswestry
4.82 out of 5 average rating, 227 reviews

Old Chapel

Due to the current situation l am happy to consider longer stays for workers and will offer discounts so please enquire. A unique lovingly renovated hideaway, very convenient for anyone visiting the town of Oswestry. Three minutes walk to the park, the ancient Church and Heritage Centre. The town has many restaurants, pubs and cafes, galleries and other attractions.

Superhost
The exterior of a large period property is showcased, featuring a stone facade and a charming conservatory. Lush greenery surrounds the building, complemented by vibrant flower baskets. The roof is adorned with multiple chimneys, while a gravel path leads to the entrance.
Guest suite in Whittington
4.81 out of 5 average rating, 343 reviews

Self Contained West Wing with own sauna

Beautifully renovated spacious wing of large period property. Available for minimum 4 night booking arriving any day One double bedroom (standard double bed) with , en-suite,hairdryer sauna, shower & WC, large living/dining room with solid fuel burner, kitchen with hob, microwave, small electric oven and under counter fridge. Dog friendly

Popular amenities for Oswestry family-friendly rentals

Quick stats about holiday rentals that are family-friendly in Oswestry

  • Total holiday rentals

    Explore 20 holiday rentals in Oswestry

  • Nightly prices starting at

    Oswestry holiday rentals start at $77 SGD per night before taxes and fees

  • Verified guest reviews

    Over 1,030 verified reviews to help you choose

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    20 of Oswestry holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Oswestry rentals

  • 4.9 Average rating

    Oswestry stays are highly rated by guests – averaging 4.9 out of 5!